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Molecules 2014, 19(1), 795-818; doi:10.3390/molecules19010795
Article

Synthesis and Photophysical Property Studies of the 2,6,8-Triaryl-4-(phenylethynyl)quinazolines

1,* , 1
,
2
 and
3,4
1 Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, P.O. Box 392, Pretoria 0003, South Africa 2 Chemistry Department, Faculty of Science, El-Menoufia University, Shebin El-Kom 32512, Egypt 3 Chemistry Department, Faculty of Science, Kafrelsheikh University, Kafrelsheikh 33516, Egypt 4 Higher Institute of Engineering and Technology, Kafrelsheikh 33516, Egypt
* Author to whom correspondence should be addressed.
Received: 29 October 2013 / Revised: 30 December 2013 / Accepted: 6 January 2014 / Published: 10 January 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

The 2-aryl-6,8-dibromo-4-chloroquinazolines derived from the 2-aryl-6,8-dibromoquinazolin-4(3H)-ones were subjected to the Sonogashira cross-coupling with terminal acetylenes at room temperature to afford novel 2-aryl-6,8-dibromo-4-(alkynyl)quinazoline derivatives. Further transformation of the 2-aryl-6,8-dibromo-4-(phenylethynyl)quinazolines via Suzuki-Miyaura cross-coupling with arylboronic acids occurred without selectivity to afford the corresponding 2,6,8-triaryl-4-(phenylethynyl)quinazolines. The absorption and emission properties of these polysubstituted quinazolines were also determined.
Keywords: 2-aryl-6,8-dibromoquinazolin-4(3H)-ones; 2-aryl-6,8-dibromo-4-chloroquinazolines; Sonogashira cross-coupling; 2-aryl-6,8-dibromo-4-(alkynyl)quinazolines; Suzuki cross-coupling; 2,6,8-triaryl-4-(phenylethynyl)quinazolines; photophysical properties 2-aryl-6,8-dibromoquinazolin-4(3H)-ones; 2-aryl-6,8-dibromo-4-chloroquinazolines; Sonogashira cross-coupling; 2-aryl-6,8-dibromo-4-(alkynyl)quinazolines; Suzuki cross-coupling; 2,6,8-triaryl-4-(phenylethynyl)quinazolines; photophysical properties
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Mphahlele, M.J.; Paumo, H.K.; El-Nahas, A.M.; El-Hendawy, M.M. Synthesis and Photophysical Property Studies of the 2,6,8-Triaryl-4-(phenylethynyl)quinazolines. Molecules 2014, 19, 795-818.

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